(R)-1-benzyl-7-bromo-1'H-spiro[indoline-3,2'-quinazoline]-2,4'(3'H)-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: (R)-1-benzyl-7-bromo-1'H-spiro[indoline-3,2'-quinazoline]-2,4'(3'H)-dione
• 英文别名: (2R)-1'-benzyl-7'-bromospiro[1,3-dihydroquinazoline-2,3'-indole]-2',4-dione
• 化学式: C₂₂H₁₆BrN₃O₂
• 分子量: 434.292
• InChiKey: AKNYCVIZGDWPCD-JOCHJYFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  61.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-benzyl-7-bromoindoline-2,3-dione 、 2-氨基苯甲酰胺 在 (11bS)-4-羟基-2,6-二[2,4,6-三(异丙基)苯基]-二萘并[2,1-d:1',2'-f][1,3,2]二氧杂磷杂卓4-氧化物 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 12.0h， 以88%的产率得到
  参考文献：
  名称：

  Enantioselective synthesis of biologically important spiro[indoline-3,2′-quinazolines] via catalytic asymmetric isatin-involved tandem reactions

  摘要：

  The enantioselective synthesis of biologically important spiro[indoline-3,2 '-quinazoline] scaffolds with a quaternary stereogenic center with fair to excellent enantioselectivities (up to 95% ee) has been established via an isatin-involved asymmetric catalytic tandem condensation/amide addition with 2-aminobenzamides. In addition, we also report on the enantioselective synthesis of various substituted spiro[indoline-3,2 '-quinazolines], which will cast light on the preparation of chiral spiro-architectures with concomitant creation of quaternary stereogenic centers. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.08.019

文献信息

• Enantioselective synthesis of biologically important spiro[indoline-3,2′-quinazolines] via catalytic asymmetric isatin-involved tandem reactions
  作者：Yan Jiang、Yan Liu、Shu-Jiang Tu、Feng Shi

  DOI：10.1016/j.tetasy.2013.08.019

  日期：2013.10

  The enantioselective synthesis of biologically important spiro[indoline-3,2 '-quinazoline] scaffolds with a quaternary stereogenic center with fair to excellent enantioselectivities (up to 95% ee) has been established via an isatin-involved asymmetric catalytic tandem condensation/amide addition with 2-aminobenzamides. In addition, we also report on the enantioselective synthesis of various substituted spiro[indoline-3,2 '-quinazolines], which will cast light on the preparation of chiral spiro-architectures with concomitant creation of quaternary stereogenic centers. (C) 2013 Elsevier Ltd. All rights reserved.